Darius is great with kids and people in general. If you have kids then he's the guy to book with because he involves them in the sailing and they have a blast. We had a great time even though...
Sail Montauk
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Sail Montauk offers a range of sailing experiences in Montauk, NY, from May to September, including private sailboat trips, sunset cruises, sailing lessons, and boat rentals. With certified sailing instructors and experienced captains, they provide a safe and enjoyable sailing experience for all ages and skill levels.
Whether you're looking to learn how to sail, enjoy a relaxing sunset sail, or organize a boat party, Sail Montauk has you covered. Their fleet of sailboats and inflatable boats, along with their affiliation with the American Sailing Association, ensures a high-quality and professional sailing experience.
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Reviews
We had a great time sailing with Ali. She was very knowledgeable about the area and it's history. It's a great way to spend a few hours on the water while being able to relax and take in the...
A must do when in Montauk. Great sailing experience! Will be back, enjoyed every minute of it.
I've been meaning to write this review for several weeks... We booked a sailboat on the 4th of July in the Hamptons, and Sail Montauk was an excellent choice. First of all, they're based out...
Our family of 5 (2 adults, 3 kids ages 13, 10, and 3) had an amazing afternoon sailing aboard Ol' Blue with Captain Julian today. The boat was impeccably clean. Stocked with ice, water, cups, and...





